Holiday rentals with breakfast in Wilmington

Modern Spacious Home with Mountain Views

Modern Home in Brattleboro with mountain view & many extras: Italian-Marble master-suite, Jacuzzi/Shower for 2, walk-in closet, king bed, grill, heated garage, cable, WiFi. Open-concept living room w/ cathedral ceiling, office, & movie screen. Large open kitchen w/ wine fridge. Second bedroom w/ loft. Explore hiking trails from backyard. Pets ok! 3 mins from Vermont Country Deli & I91 Exit 2. Walking distance to dog park, swimming holes. Downtown: 4 mins Mount Snow: 40 mins Stratton: 54 mins

Location · Family · Wi-Fi

Guilford Grove Cottage

Guilford Grove Cottage is a simple, comfortable small cottage on the threshold of the forest. A quiet and clean refuge with everything you need to relax in scenic southern Vermont. Prepare meals in the kitchen (breakfast supplies provided), relax on the loveseat, chill on the covered porch and enjoy being on the edge of nature; shoe-free and free from chemicals and artificial fragrances. Brand new construction. Easy access from I-91 & Route 2, 15 mins from Brattleboro and 20 to Greenfield, MA

Value · Family · Access

Idyllic getaway with wrap-around deck

This one-of-a-kind accommodation was featured on Animal Planet’s Treehouse Masters! It offers a sizable sleeping loft with queen bed, living area, wrap around deck, bath with enclosed shower, and a kitchenette with mini-fridge, microwave, sink and dish-ware. It overlooks a gorgeous pond and is located in a village setting that can't be beat--enjoy the Rock River, hike in the Green Mountain National Forest, visit the nearby covered bridge, ski at Mount Snow, and do city things in Brattleboro.

Location · Family · Sleep quality

The Farm Cottage- Quiet 1BR on Hobby Farm

Welcome to our peaceful 1-bedroom cottage on a small hobby farm, perfect for couples or solo travelers visiting the Bennington area. This cozy space is designed for rest and simplicity. Whether you're in town visiting family, exploring local trails, or just passing through for a few days, you’ll have a comfortable place to unwind and recharge. Thoughtful touches like fresh eggs from our chickens and homemade jams await you, while the cozy setup makes it easy to settle in and feel at home.

Family · Value · Condition

River View apartment

Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. Less than a half hour from skiing and 5 min away from snowmobile trails. It is located along the west river where every summer you can go tubing, swimming, or kayaking. Across the river is a bike/walking path that leads right to the Marina restaurant on Putney Rd in Brattleboro. Bakery/café, Art Gallery and Retreat Farm all close by A gorgeous view of the river and mountain across the street .

Family · Location · Biking

~Serene Barn Retreat~

Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Value · Family · Getting around

Fall Escape - Winhall - Fire-pit, Hot Tub

3 Bedroom, 3 Bathroom Hot Tub, Fire Pit - 5 minutes from Bromley Mountain - 8 minutes from Stratton Mountain - 15 minute drive to Manchester Bedroom Highlights: - Primary Bedroom: King bed with en-suite bathroom - Second Bedroom: Ideal for families, featuring twin and full bunk beds - Third Bedroom: Queen bed with en-suite bathroom Outdoor Amenities: - Relax in the private hot tub under the stars - Gather around the cozy firepit for evening conversations

Location · Family · Hot tub

Experience Vermont's Fall Magic at the Lemondrop

Wake up to crisp mountain air and Vermont’s brilliant fall colors at Lemondrop Lodge. Our pet-friendly, 3-bedroom, 3-bath townhouse sleeps eight and puts you minutes from Mount Snow. Spend the day hiking, taking scenic drives, or exploring nearby Wilmington, then unwind by the wood-burning fireplace, gather for games in the den, or enjoy the shared heated indoor pool at the Kingswood clubhouse. It’s a cozy place to reconnect with family and friends this fall.

Family · Value · Check-in

Chalet Lopez

Welcome to Chalet Lopez, your cozy getaway in Wilmington, Vermont. Enjoy fast WiFi, a fully equipped kitchen, comfy living spaces with propane heat, and a beautiful fireplace ready for you to relax by. You will be close to Mount Snow, hiking trails, lakes, golf, great restaurants, and local bars. House rules are simple: no pets, no smoking, no parties, quiet hours at 9pm, and please keep food out of bedrooms. Checkout is easy and quick.

Location · Family · Bathroom

Cozy Modern Sugar House with spectacular views.

This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

Value · Location · Air conditioning

Apartment on Main Street

One bedroom apartment with kitchenette (mini-fridge, coffee maker, microwave, dishes etc.), full bathroom with laundry, and open living space. I am an English teacher, so there are lots of books! Apartment is located in the Village of Saxtons River- within easy walking distance from the Market, Vermont Academy, our new Park, and Main Street Arts.

Value · Location · Long stay

Home with a spring fed Koi pond and mountain view

Country cottage, full kitchen, closets, pantry, washer and dryer, with deck overlooking spring fed koi pond with mountain view. Open space kitchen/living room/dining area. Upstairs full bedroom with king bed, bathroom with shower, and walk in closet. Daybed in living room with pull out trundle bed. Pet friendly.

Family · Value · Kitchen